RESIQUIMOD

Product Name: RESIQUIMOD
CAS No.: 144875-48-9
Chemical Name: RESIQUIMOD
Synonyms: R0197;VML600;CS-2796;VML 600;VML-600;Leisimot;resquimod;resiquimo;RESIQUIMOD;Chebi:36706
CBNumber: CB62446527
Molecular Formula: C17H22N4O2
Formula Weight: 314.38
MOL File: 144875-48-9.mol

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RESIQUIMOD Property

Melting point:: 190-193°
Boiling point:: 553.6±50.0 °C(Predicted)
Density: 1.28
storage temp.: -20°C
solubility: DMSO: soluble10mg/mL, clear (warmed to 60 °C)
form: powder
pka: 14.63±0.29(Predicted)
color: white to tan
λmax: 325nm(lit.)
Merck: 14,8151
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
InChI: InChI=1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)
InChIKey: BXNMTOQRYBFHNZ-UHFFFAOYSA-N
SMILES: C12=C(C(=NC3C=CC=CC1=3)N)N=C(COCC)N2CC(O)(C)C

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Safety

WGK Germany: 3
RTECS: NJ5911320
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0196
Product name: Resiquimod
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $131
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0196
Product name: Resiquimod
Purity: ≥98% (HPLC)
Packaging: 50mg
Price: $493.05
Updated: 2025/07/31

TCI Chemical

Product number: R0197
Product name: Resiquimod
Purity: >98.0%(HPLC)
Packaging: 25mg
Price: $101
Updated: 2025/07/31

TCI Chemical

Product number: R0197
Product name: Resiquimod
Purity: >98.0%(HPLC)
Packaging: 100mg
Price: $296
Updated: 2025/07/31

Cayman Chemical

Product number: 14806
Product name: R-848
Purity: ≥98%
Packaging: 5mg
Price: $49
Updated: 2024/03/01

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RESIQUIMOD Chemical Properties,Usage,Production

Description

Resiquimod (CAS 144875-48-9) is a Toll-like receptor 7/8 agonist.1 May be used as an immune adjuvant in cancer vaccines.2 Resiquimod-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release.3 Topical treatment of wild-type mice induces systemic autoimmune disease which may be used as a model of systemic Lupus erythematosus.4? It displayed potent antiviral activity (EC50 = 23.5 nM) in a murine norovirus replicon model.5

Uses

Resiquimod is an imidazoquinoline derivative that acts as an immune response modifier. Resiquimod shows antitumor and antiviral activity and is used in the treatment of skin lesions such as herpes simplex virus. Resiquimod is a toll-like receptor 9 (TLR7) agonist.

Uses

Resiquimod has been used in the stimulation of bone marrow-derived dendritic cells (BMDCs) stimulation( and B cells. It has also been used as a ligand for toll-like receptors (TLR7) in malignant melanoma cell line B16F10.

Definition

ChEBI: Resiquimod is an imidazoquinoline.

Biochem/physiol Actions

Resiquimod belongs to the class of imidazoquinolinamines compounds with immunomodulatory effects. Resiquimod increases the levels of cytokines such as TNF-α, IL-6 and IFN-α.

Synthesis

253120-65-9

144875-48-9

Preparation of R-848: A mixture of 2-amino-2-methyl-1-propanol (1.87 g, 5.3 mmol) and methanol was placed in an autoclave, sealed and then the reaction was stirred at 160 °C for 8 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/triethylamine=95:5) to finally obtain the target product R-848 (1.5 g).

storage

Store at +4°C

References

[1] MARION JURK. Human TLR7 or TLR8 independently confer responsiveness to the antiviral compound R-848[J]. Nature Immunology, 2002, 3 6: 499-499. DOI:10.1038/ni0602-499
[2] RACHEL LUBONG SABADO. Resiquimod as an immunologic adjuvant for NY-ESO-1 protein vaccination in patients with high-risk melanoma.[J]. Cancer immunology research, 2015, 3 3: 278-287. DOI:10.1158/2326-6066.cir-14-0202
[3] PETR O. ILYINSKII . Adjuvant-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release[J]. Vaccine, 2014, 32 24: Pages 2882-2895. DOI:10.1016/j.vaccine.2014.02.027
[4] MAKI YOKOGAWA. Epicutaneous Application of Toll-like Receptor 7 Agonists Leads to Systemic Autoimmunity in Wild-Type Mice: A New Model of Systemic Lupus Erythematosus[J]. Arthritis & Rheumatology, 2013, 66 3: 694-706. DOI:10.1002/art.38298
[5] DANIEL ENOSI TUIPULOTU. TLR7 Agonists Display Potent Antiviral Effects against Norovirus Infection via Innate Stimulation.[J]. Antimicrobial Agents and Chemotherapy, 2018. DOI:10.1128/aac.02417-17

RESIQUIMOD Preparation Products And Raw materials

Raw materials

Preparation Products

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RESIQUIMOD Suppliers

Australia 1 Canada 2 CHINA 239 France 1 Germany 1 India 7 Japan 1 Poland 1 The Netherlands 1 United Kingdom 4 United States 34 Global 292

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View Lastest Price from RESIQUIMOD manufacturers

Qiuxian Baitai New Material Co., LTD

Product: RESIQUIMOD 144875-48-9
Price: US $120.00/g
Min. Order: 100g
Purity: 99.99%
Supply Ability: 5ton/Month
Release date: 2021-11-26

Zhuozhou Wenxi import and Export Co., Ltd

Product: Resiquimod 144875-48-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Resiquimod 144875-48-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

144875-48-9, RESIQUIMODRelated Search:

Retinoic acid Sunitinib Malate Zafirlukast Etoposide GLYX 13 Imiquimod 5-AZABENZIMIDAZOLE 3H-IMIDAZO[4,5-C]PYRIDINE 2-METHYLIMIDAZO[4,5-C]PYRIDINE RESIQUIMOD 1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLINE 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 1H-Imidazo[4,5-c]pyridine,1-ethyl-

RESIQUIMOD

1-[4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-C]quinolin-1-yl]-2-methylpropan-2-ol

Chebi:36706

4-Amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol

4-Amino-2-(ethoxymethyl)-alpha

alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol

resquimod

R848,Resiquimod

R0197

RESIQUIMOD; 144875-48-9; R-848; R 848; R848

Resiquimod(R848)

CS-2796

RESIQUIMOD; 144875-48-9; R-848; R 848; R848;S 2846; S2846; S-28463

JACS-144875-48-9

1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-α,α-dimethyl-

1-[4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-...

6-Diacetoxyfluoran

resiquimo

1-(4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol (Resiquimod)

VML 600

VML600

VML-600

Leisimot

R848|||S28463

Resiquimod, 10 mM in DMSO

1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol - [A19908]

144875-48-9

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Intermediates & Fine Chemicals

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